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The synthesis of bicyclo[2.2.2]octan-2-ones by sequential michael reactions

✍ Scribed by Kenneth Bruce White; William Reusch


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
582 KB
Volume
34
Category
Article
ISSN
0040-4020

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πŸ“œ SIMILAR VOLUMES


Asymmetric sequential Michael reaction:
✍ Hiroto Nagaoka; Kaoru Kobayashi; Toshiaki Okamura; Yasuji Yamada πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 243 KB

The sequential Michael reaction of (S)-4,5-di-O-isopropylidenepent-2enoate la and lb with lithium enolate 2 afforded diastereo-and enantioselec--tively bicyclo[2.2.2]octane 2 and 6 (or 51, respectively. The adducts were efficiently converted into both enantiomeric keto aldehydes c-j-7 and (+)-I. Bic

Diastereoselective synthesis of bicyclo[
✍ Dietrich Spitzner; Peter Wagner; Arndt Simon; Karl Peters πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 203 KB

Several chiral acrylates (7b-f) react with kinetically controlled generated lithium dienolate 6a to form chiral bicyclot2.2.2loctanes 4 with modest d.e.. It was found, that the diastereoselection is improved, when the corrssponding trimethylsilyl ether 6b reacts with chiral acrylates under Lewis aci